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448281

Sigma-Aldrich

(3-Acrylamidopropyl)trimethylammonium chloride solution

75 wt. % in H2O

Synonym(s):

(Acrylamidopropyl)trimethylammonium chloride, Acryloylaminopropyltrimethylammonium chloride, Trimethyl(3-acrylamidopropyl)ammonium chloride

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About This Item

Linear Formula:
H2C=CHCONH(CH2)3N(CH3)3Cl
CAS Number:
Molecular Weight:
206.71
MDL number:
UNSPSC Code:
12162002
PubChem Substance ID:
NACRES:
NA.23

contains

3,000 ppm monomethyl ether hydroquinone as stabilizer

Quality Level

concentration

75 wt. % in H2O

refractive index

n20/D 1.4848

density

1.11 g/mL at 25 °C

storage temp.

2-8°C

SMILES string

[Cl-].C[N+](C)(C)CCCNC(=O)C=C

InChI

1S/C9H18N2O.ClH/c1-5-9(12)10-7-6-8-11(2,3)4;/h5H,1,6-8H2,2-4H3;1H

InChI key

OEIXGLMQZVLOQX-UHFFFAOYSA-N

General description

(3-Acrylamidopropyl)trimethylammonium chloride(APTAC) is a quaternary ammonium cationic monomer with high water solubility. It undergoes rapid cationic polymerization due to the presence of a permanent positive charge. It is utilized in the field of stimuli-responsive coatings, biosensors, drug delivery systems, medical devices, contact lenses, dental composites, wound healing, ion-exchange membranes for water treatment, and polymer 3Dscaffolds for tissue engineering.

Application

(3-Acrylamidopropyl)trimethylammonium chloride solution can be used:



  • As a cationic monomer to synthesize polyampholyte hydrogels (PAHs). These hydrogels show pH-responsive and ionic strength-responsive behavior and are suitable for application in smart coatings and biosensors.
  • As a monomer to prepare poly(APTAC) ion exchange membranes with high surface porosity, for the removal of Cu(II), Cr(VI), and As(V) ions from water.
  • As a precursor to fabricate cartilage mimetic polymer scaffolds that can be used in cartilage regeneration and replacement.

Hazard Statements

Precautionary Statements

Hazard Classifications

Aquatic Chronic 3

Storage Class Code

10 - Combustible liquids

WGK

WGK 1

Flash Point(F)

Not applicable

Flash Point(C)

Not applicable


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Junyi Li et al.
Journal of environmental sciences (China), 91, 177-188 (2020-03-17)
Excessive nitrate (NO3-) is among the most problematic surface water and groundwater pollutants. In this study, a type of magnetic cationic hydrogel (MCH) is employed for NO3- adsorption and well characterized herein. Its adsorption capacity is considerably pH-dependent and achieves
Suresh Kumar Raman Pillai et al.
Macromolecular rapid communications, 41(21), e2000175-e2000175 (2020-08-18)
Contact lenses are medical devices commonly used to correct refractive errors and to maintain ocular health. Microorganisms such as bacteria that grow on the lens surface cause irritation to the eyes and can even cause loss of vision. In this
Emerging polymeric material strategies for cartilage repair
Connor J Demott and Melissa A Grunlan
Journal of materials chemistry. B, 10, 9578-9589 (2022)
Studies on graft copolymerization of 3-acrylamidopropyl trimethylammonium chloride on pullulan
Constantin M, et al.
Carbohydrate Polymers, 84(3), 926-932 (2011)
Dorota Lachowicz et al.
Pharmaceutics, 11(12) (2019-11-27)
A cationic derivative of pullulan was obtained by grafting reaction and used together with dextran sulfate to form polysaccharide-based nanohydrogel cross-linked via electrostatic interactions between polyions. Due to the polycation-polyanion interactions nanohydrogel particles were formed instantly and spontaneously in water.

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